Ski-in/Ski-out holiday rentals in Florida Keys

Find and book unique ski-in/out homes on Airbnb

Top-rated ski-in/out rentals in Florida Keys

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Guest favourite

A panoramic ocean view captures the vibrant blue-green waters of the Atlantic, with gentle waves rolling onto a sandy beach. Palm trees are positioned along the shore, and sunbathers can be seen enjoying the beach. The scene is framed by a balcony railing.

Flat in Sunny Isles Beach

4.86 out of 5 average rating, 83 reviews

Modern Furnish OCEAN FRONT STUDIO!!!

Located between Fort Lauderdale and trendy South Beach. Relax and enjoy the sunny South Florida lifestyle, work out in the state-of-the-art ocean view fitness center then take advantage of nearby world class shopping at Bal Harbour shops and Aventura Mall. Enjoy a breathtaking view of the beautiful Atlantic Ocean on your private balconie and soak up the South Florida sun at the Poolside Lounge, don't forget the Frozen tropical drinks and mixed cocktails, served at the Poolside Bar & Grill.

Guest favourite

A modern home is set in a lush landscape, featuring a light-colored exterior and a distinctive turquoise front door. The well-maintained driveway leads to a spacious garage, surrounded by vibrant greenery and tropical plants that enhance the inviting curb appeal.

Home in Marco Island

4.88 out of 5 average rating, 43 reviews

5 Beds 3 BDR 2 Bath Heated Pool, Grill, Patio

Welcome to your perfect getaway in beautiful Marco Island! This spacious and stylish home offers everything you need for an unforgettable vacation. Nestled in a serene cul-de-sac, just a 5-minute drive from the pristine beaches, including the famous Tigertail Beach, this home promises comfort, convenience, and a touch of luxury. Whether you're here to relax by the heated pool, explore the local beaches, or enjoy the stunning lake views, our home is the perfect base for your tropical escape.

A modern living area is presented with large windows allowing natural light. A cozy sofa faces a wall-mounted TV, while a circular coffee table sits in front. A round dining table with chairs is located nearby, complemented by a decorative plant on the table.

Flat in Miami

4.83 out of 5 average rating, 111 reviews

1900 Comfy Condo-Hotel Downtown Miami

This is a stylish experience at this centrally-located place in the heart of Miami Downtown, Just two blocks from Bayfront Park and close to Arena. Miami Beach is a few minutes away, Brickell, Wynwood and design district. Very good location and enjoy the experience to be in a Condo Hotel, where you can have your own kitchen, washer/dryer, and you also have the luxury of a hotel with two restaurants, Bar, Gym, Pet care, 24 hour swimming pool, Massage Room, Valet Parking, WiFi and much more.

Guest favourite

A beachfront view showcases a modern two-story condo building with large glass doors, situated on a white sand beach. The gentle waves lap at the shore, and palm trees provide some shade, enhancing the serene coastal environment.

Home in KEY COL BCH

4.89 out of 5 average rating, 28 reviews

Beach Breeze

Be one of the first guest to stay at our new condo on the rare white sand private beach located in Key Colony Beach, FL. 2+2 ensuite, gourmet kitchen with designer touches. Patio table & chairs for outdoor dining and new Wicker upscale love seat & 2 chairs. Stackable washer & dryer in every unit. TV in living, primary & guest rooms. Paddle board, Kayak or swim right off of the beach or just sit and enjoy the beautiful view of the water. Pool is open. Minimum 7 days rental City Code.

Superhost

Apartment in Miami Beach

Beautiful Studio/ The best location in South Beach

Luxury spot with stunning sunsets that can be appreciated from the pool area. Spa and restaurants and bar are among the great amenities at this beautiful location. Daily resort fees (paid upon arrival ) include: Welcome cocktail , Poolside amenities (2 chaise lounge chairs and towels)/kayaks & paddle-boards/Gym/2 hours beach cruisers/ fresh brewed coffee. EARLY CHECKING or LATE CHECKOUT MAY BE requested up on availability at $75 per request. BTR008203-11-2019 License #CND2332048

Superhost

The image captures a vibrant pool area surrounded by lounge chairs and tropical plants, with a view of the water and city skyline in the background. Clear blue skies reflect over the pool, creating a serene relaxation space. Palm trees stand prominently along the waterfront.

Apartment in Miami Beach

4.84 out of 5 average rating, 131 reviews

Stunning Studio in Miami Beach: WiFi &pool

Superhost

An illuminated fountain gracefully sprays water into a serene lake at dusk. Surrounding the lake, well-designed buildings feature bright windows reflecting soft lights, contributing to a peaceful and inviting atmosphere amidst lush landscaping.

Apartment in Doral

5 out of 5 average rating, 3 reviews

Spectacular brand new 2+2 condo in Miami/Doral

At MIAMI VIP HOUSING we provide a home away from home, for business and leisure, travelers and other needing a temporary place to stay when visiting The Greater Miami Metro Area! At this time we offer this particular unit and location: Beautiful fully renovated 2+2 condo with brand new furnishings in upscale building, Brand New Upscale unit in Doral/Florida close to the airport and many Headquarters,Sophisticated Communities with High-touch Services and Unparalleled Amenities.

Superhost

A modern living space featuring a white sectional sofa and a round dining table with four gold chairs. Large windows allow natural light, revealing a stylish decor with framed artworks. A patterned rug lies under the table, complementing the light tile flooring.

Apartment in Miami

4.72 out of 5 average rating, 106 reviews

CHIC Ocean View 2BR/1BA | ICON Brickell #2509

*The balconies will be closed due to the HOA façade renovation project* Stylish high-floor unit with beautiful views, as shown in the photos. This is not a full 2 bed/2 bath—it’s 1 bedroom + den and 1 bath. The den has a door for privacy but no window and shares the bathroom with the master. Only 2 guests can access amenities (non-transferable); minors not counted. Located in Icon Brickell, shared with the W Hotel, enjoy resort-style amenities like a large pool and dining.

Flat in Hollywood

2Miami florida 1550 square feet 2 beds 2 bath

Important Notice: Building maintenance or renovations may happen from time to time, which may cause noise or temporarily restrict access to certain common areas including the pool, gym, elevators, lobby, parking, and even balconies. These situations are completely outside of the host’s control, and the host cannot be held responsible for any inconvenience caused. No refunds or compensation will be issued, and the Airbnb cancellation policy applies to all reservations.

Apartment in Sunny Isles Beach

4 out of 5 average rating, 4 reviews

"Stylish Beach Condo Getaway"

Welcome to your perfect beach getaway! Modern 1-bedroom condo in Sunny Isles Beach, sleeps 5! Walk to the beach, water sports, restaurants, and shops. Relax by the pool or explore everything nearby. Fully equipped kitchen, cozy living area, Wi-Fi, and beach essentials included. Perfect for a fun family vacation or a relaxing getaway! Spend your days lounging by the sparkling pool or walking a few minutes to the pristine Sunny Isles Beach.STR-03089

Apartment in Miami Beach

4.62 out of 5 average rating, 26 reviews

Apartment with 1 Hotel amenities

760 Sqft 1 bedroom in a luxury building in the best location in South Beach. Sleeps 4. Kitchen fully equipped, coffee maker, stainless steel appliances. Brand new furniture. One Hotel central pool, lap pool, jacuzzi, bar and lounge music for a perfect vacation. A paradise in a 5 star hotel environment. Sharing central pools , beach services and others amenities with the 1Hotel. 4 restaurants, beach club and direct access to the beach.

A covered outdoor seating area features modern furniture arranged on a tiled patio. A small table is situated at the center, surrounded by comfortable chairs. Decorative plants and soft lighting create a relaxed atmosphere, inviting guests to enjoy the space.

Home in Miami

4 out of 5 average rating, 9 reviews

VERY CLOSE, Airport, port, Downtown, Beach Wynwood

👋 Bienvenido a Miami! 🏡 Casa amplia y remodelada en el corazón de Miami, frente al estadio de los Marlins ⚾. 3 habitaciones, 2 baños, 6 camas, sofá, colchón inflable queen, colchón matrimonial y uno individual. Patio grande con barbacoa 🍖 ideal para grupos/familias . Acceso rápido a la autopista 🚗. A 5 min de Downtown, Brickell, aeropuerto ✈️, puerto 🛳️ y parque acuático 💦. A 15 min de South Beach 🏖️.